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Issue 11, 2016
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Magnesium(II) 1-(1-adamantylsulfanyl)phthalocyanine – synthesis, photochemical and electrochemical properties

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Abstract

A mixed macrocyclization reaction of 3-(1-adamantylsulfanyl)-1,2-dicyanobenzene and 1,2-dicyanobenzene led to unsymmetrical magnesium(II) 1-(1-adamantylsulfanyl)phthalocyanine. The novel macrocycle was characterized using UV-Vis, MS MALDI and NMR spectroscopy. The spectroscopic study of solvatochromic effects indicated that the changes observed in the electronic absorption spectra are mainly a result of solvation, and that the coordinating strength of the solvent had little influence on the red shift. The novel magnesium(II) phthalocyanine derivative revealed in DMF and DMSO the fluorescence quantum yield (Φf) values of 0.30 and 0.35, and singlet oxygen quantum yield (ΦΔ) values of 0.32 and 0.25, respectively. The magnesium(II) phthalocyanine derivative displayed in the voltammetric study four sets of redox peaks, two one-electron oxidations, and two one-electron reductions, which were assigned to ring based one electron processes.

Graphical abstract: Magnesium(ii) 1-(1-adamantylsulfanyl)phthalocyanine – synthesis, photochemical and electrochemical properties

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Publication details

The article was received on 30 Jun 2016, accepted on 03 Oct 2016 and first published on 03 Oct 2016


Article type: Paper
DOI: 10.1039/C6NJ02045C
Citation: New J. Chem., 2016,40, 9774-9780
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    Magnesium(II) 1-(1-adamantylsulfanyl)phthalocyanine – synthesis, photochemical and electrochemical properties

    M. Kryjewski, T. Rebis, G. Milczarek, Z. Gdaniec, T. Goslinski and J. Mielcarek, New J. Chem., 2016, 40, 9774
    DOI: 10.1039/C6NJ02045C

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